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Kailua Holiday Rentals with Pools

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0+ rooms, 2+ guests
Distance from
1 mi
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£1,000+
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25 rentals in Kailua.
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Place in Paradise~Kailua Beach Front ~ Large private home sleeps up to 14.
5 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps, All pools
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1 other traveller has booked this property
Kailua Surf Paradise Hale, pool
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps, All pools
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Plantation Charm in Kailua
4 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps, All pools
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17 other travellers have booked this property
Absolutely Oceanfront - Legal - 60ft waterfall lap pool - $199
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, All pools
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5 other travellers have booked this property
The Ultimate Hawaii Estate
6 bedrooms
7 bathrooms
Sleeps 12
Match: Sleeps, All pools
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Steps to Kailua Beach - Heated Pool - Air Conditioned - Contact Owner/Rates
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Beachside Kailua, Immaculate & Private 1 BR, stones throw to Kailua Beach!
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, All pools
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Kailua Beach Vacation Rental Apartment - Beachside in Paradise
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, All pools
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Absolutely Oceanfront - NOW $199 -Kailua Studio with 2 decks - Legal
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, All pools
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4 other travellers have booked this property
Hale Mokulua ~ with private pool & spa~steps to Lanikai Beach~3 living spaces
5 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps, All pools
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Mokulua Aina~Lanikai tropical retreat with pool ~ steps to Lanikai Beach
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Palione Papalani~Steps from Kailua Beach~large, remodeled with pool&spa
6 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps, All pools
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Beautiful Kailua Home, looking for a family to share it's Aloha
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps, All pools
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1 booking per 30 days ~ Large, comfortable, tropical landscape!!
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Perfect Local - steps to beach - heated pool - AC - Contact Owner for Rates
4 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps, All pools
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Kahela - Paradise for Rent
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Kailua Shores Estate 8 Bedroom
8 bedrooms
9 bathrooms
Sleeps 16
Match: Sleeps, All pools
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Bright Kailua House w/Pool & Patio by Beaches
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, All pools
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In the Heart of Kailua Town, minutes from the beach, Ideal Vacation Spot
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, All pools
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Garden of Dreams - swimming pool on property
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, All pools
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Tropical Garden Studio - Pool on property
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, All pools
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Kailua Beach Studio - Coral Room
0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, All pools
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Tropical Garden Cottage
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, All pools
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Unforgettable Beachfront Oasis
6 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps, All pools
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Unique Family Villa for the Perfect Getaway with plenty of room!!!
6 bedrooms
5 bathrooms
Sleeps 16
Match: Sleeps, All pools
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